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Details

Stereochemistry ACHIRAL
Molecular Formula C14H11Cl2NO3
Molecular Weight 312.148
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 5-HYDROXYDICLOFENAC

SMILES

OC(=O)CC1=CC(O)=CC=C1NC2=C(Cl)C=CC=C2Cl

InChI

InChIKey=VNQURRWYKFZKJZ-UHFFFAOYSA-N
InChI=1S/C14H11Cl2NO3/c15-10-2-1-3-11(16)14(10)17-12-5-4-9(18)6-8(12)7-13(19)20/h1-6,17-18H,7H2,(H,19,20)

HIDE SMILES / InChI

Molecular Formula C14H11Cl2NO3
Molecular Weight 312.148
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Mechanism-based inactivation of CYP2C11 by diclofenac.
2001 Sep
Diclofenac-induced inactivation of CYP3A4 and its stimulation by quinidine.
2002 Oct
Residue analysis of the pharmaceutical diclofenac in different water types using ELISA and GC-MS.
2003 Aug 1
Diclofenac-induced antibodies against red blood cells are heterogeneous and recognize different epitopes.
2004 Aug
Diclofenac and metabolite pharmacokinetics in children.
2004 Jun
Effects of phenobarbital on metabolism and toxicity of diclofenac sodium in rat hepatocytes in vitro.
2004 Oct
Efficient high performance liquid chromatograph/ultraviolet method for determination of diclofenac and 4'-hydroxydiclofenac in rat serum.
2006 Jan 18
Investigation of the immunogenicity of diclofenac and diclofenac metabolites.
2007 Jan 10
Transformation of diclofenac by the indigenous microflora of river sediments and identification of a major intermediate.
2007 Sep
Oxidation of diclofenac with ozone in aqueous solution.
2008 Sep 1
Occurrence of diclofenac and its metabolites in surface water and effluent samples from Karachi, Pakistan.
2009 Oct
Hepatic clearance of reactive glucuronide metabolites of diclofenac in the mouse is dependent on multiple ATP-binding cassette efflux transporters.
2010 Apr
Degradation of the drug sodium diclofenac by Trametes versicolor pellets and identification of some intermediates by NMR.
2010 Apr 15
Diclofenac oxidation by biogenic manganese oxides.
2010 May 1
Diclofenac hypersensitivity: antibody responses to the parent drug and relevant metabolites.
2010 Oct 28
Removal of diclofenac and mefenamic acid by the white rot fungus Phanerochaete sordida YK-624 and identification of their metabolites after fungal transformation.
2010 Sep
Human NAD(P)H:quinone oxidoreductase 1 (NQO1)-mediated inactivation of reactive quinoneimine metabolites of diclofenac and mefenamic acid.
2014 Apr 21
One-electron oxidation of diclofenac by human cytochrome P450s as a potential bioactivation mechanism for formation of 2'-(glutathion-S-yl)-deschloro-diclofenac.
2014 Jan 25
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:44:55 UTC 2023
Edited
by admin
on Fri Dec 15 18:44:55 UTC 2023
Record UNII
GS38436703
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
5-HYDROXYDICLOFENAC
Common Name English
HYDROXYDICLOFENAC, 5-
Common Name English
BENZENEACETIC ACID, 2-((2,6-DICHLOROPHENYL)AMINO)-5-HYDROXY-
Systematic Name English
Code System Code Type Description
PUBCHEM
3052566
Created by admin on Fri Dec 15 18:44:55 UTC 2023 , Edited by admin on Fri Dec 15 18:44:55 UTC 2023
PRIMARY
CAS
69002-84-2
Created by admin on Fri Dec 15 18:44:55 UTC 2023 , Edited by admin on Fri Dec 15 18:44:55 UTC 2023
PRIMARY
FDA UNII
GS38436703
Created by admin on Fri Dec 15 18:44:55 UTC 2023 , Edited by admin on Fri Dec 15 18:44:55 UTC 2023
PRIMARY
EPA CompTox
DTXSID00219059
Created by admin on Fri Dec 15 18:44:55 UTC 2023 , Edited by admin on Fri Dec 15 18:44:55 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> METABOLITE
CYP3A4 is responsible for the formation of minor metabolites, 5-hydroxy and 3'-hydroxy-diclofenac
MINOR